A Lucky Boy in Chastity

Here are several more paragraphs from the Lucky Boy about his experiences in chastity, getting a reward, disappointing me and my response to the disappointment. Enjoy!

Miss Ruby took me to her space, tied me and blindfolded me. Now, I had been told not to wear my chastity cage that night so, there I was blindfolded, pants around my legs and my cock hard, dripping and aching for Miss Ruby. I had no idea what would come next and her mastery at being in charge only fueled my sexual desires even more. Miss Ruby invaded my ass, stroked my cock, clamped my nipples and took complete control over my willing body. I wasn’t allowed to cum and she brought me closer and closer to the edge and then back again. I had such a desire to cum but my desire to be good overcame it. Then she gave me permission to and I couldn’t. I wanted to so bad, I was right there on the edge and I tried and tried and Miss Ruby was being so good to me and giving me everything and more than I should have needed to cum but I just wouldn’t. It was like this frustrating combination of all my insecurities and having not cum in almost three weeks and I never came. After we were done and I was left frustrated, feeling like I had been a disappointment, Miss Ruby informed me that I was not allowed to cum and she also gave me some new chastity rules.

Whether or not I had truly been a disappointment that night, only Miss Ruby knows. However, what undeniably was a disappointment was me, the following morning. Not only did I break the chastity rule while shortcutting but, while doing so I also broke the rule of not being allowed to cum. I was so frustrated with having not cum and still so heated with my desires for Miss Ruby that I took from her what was hers, what I had voluntarily given up control of. It was one of the worst orgasms I’ve ever had. It was painful and I felt like such a disappointment during and after. I felt pathetic. I chastised myself and argued with myself all morning between telling Miss Ruby and not telling her. I knew that I had to be honest so I sent her a text telling her what had happened. I waited and waited and since having met her I had the worst day at work. I was close to tears throughout that day. I mean, she had taken such good care of me the night before and I ruined it all with one little selfish action. I just knew that she would be angry and feared she wouldn’t even want to have anything to do with this pathetic submissive who was untrustworthy. She did forgive me but, she was worried and rightfully so. I was relieved that she forgave me and I got to go and see her again that evening.

We spent that evening visiting and discussing what I had done. I couldn’t even look at her unashamedly for the longest time and she could definitely tell. Miss Ruby seems to be able to peer into my soul and see exactly what I need, deserve, what I desire and if not, she certainly knows how to get it out of me. That evening I had the sincere pleasure of staying the night. It felt absolutely amazing sleeping next to her. Miss Ruby’s body not only looks perfect but it also feels perfect. Her soft skin, soothing voice and her touch, oh that touch, are all so amazingly delightful to be curled up next to. I got to lay there with my head on her chest for quite some time, listening to her heartbeat as it lulled me off to sleep. It was the best night’s sleep I’d had in quite some time and even though I only got a few hours I felt rejuvenated. I was the happiest boy at work the following day and people couldn’t figure out what was going on with me. I was goofy and playful and probably the most positive that I’d been in quite some time. Miss Ruby had forgiven me, I did have a punishment coming, but her forgiveness and her desire to still want to see me and not give up on me meant so much to me. I have this fear in relationships that I’m going to be tossed to the side, be given up on, or just suddenly and without warning cut off. It’s happened to me in the past and it frightens me to the point to where I pretty much just expect it. I’ve avoided some potentially meaningful relationships in the past or ended some because of this fear. I hate having that fear but, I have this trust, feeling or, whatever you want to call it that Miss Ruby’s not going to give up. She seems to want me to serve her, to be a good boy for her and I have every intention to do my best for her. 

I got to stay with her the following night as well and spent most of the next day by her side too. We slept in together, she held me, she teased me and, she made me feel safe. I enjoyed every moment with Miss Ruby. We worked on a project together and I got to see a really fun and funny side to her. There was barely a moment where we weren’t either laughing, touching or just simply enjoying each other’s company. All of the kink aside, it’s a real treat to be around someone you can have that kind of a connection with. She makes me feel not only like a good submissive but also like a special person who’s worth her time to be around and who is adding something to her life. I don’t ever want to take away from Miss Ruby. I hope that I can be just as good to her as she’s been to me. 

As for everything else, I’ve offered to take pain for Miss Ruby. I’ve always felt that BDSM was a two way street. There is a reason why Dom’s are Dom’s and sub’s are sub’s. I want to take her pain, I want to be her good boy, her whore, trustworthy boy, friend, submissive – whatever she needs. What I don’t ever want to be and what I will put every effort into; is to never be a disappointment again.

The Ultimate Submissive Relationship

The following is a write up I asked of one of my long distance submissives. This write up is about what his idea of the perfect dominant/submissive looks like and what submission means for him.

I have always thought of submission as the ultimate gift to a Dominant partner. The biggest fear is that the Dominant will not view this gift to be as special as the person giving it. I think it's very important to be treated well as a sub. If I feel special to a Dominant I will move mountains for them. I also think it is up to the sub to relinquish all control to the Dominant with trust they are making decisions in your best interest whether you agree with them or not. If these two parts are present in a relationship the sky is the limit. In my own situation I finally feel I have someone I trust enough to give my gift of submission to. She makes me want to be a better person, a better husband, and a better father. I love to do everything she ask and more because I know it makes her feel special. The things I would like to do in the future are encourage her to take more and more control. The more she controls me the more I know how much I mean to her. The great thing is she praises me doing things well which is as good as foreplay to my submissive nature. I would like for here to chastise me at some point not because I need it for temptations of other women but as a way to remind me constantly who owns my heart, body, and soul. Also maybe some day we could use spanking as a way to establish a corrective action. Sexually she dominates me already by initiating sex which I totally am into. I think I am very close to where I want to be but the chastity and spanking would be such a great addition to our relationship. Some of my friends say I am pussywhipped and I say YES I am end of conversation. I have no problem admitting that she wears the pants in the relationship. Most men do not understand that it is a privilege to be pussywhipped. This means someone cares enough about you to invest time into your development into a better person. To me dominance means love. Dominance is a tool to shape you what they want you to become. If you trust that person enough they will improve you. I cant explain enough what a gift I have received from Miss Ruby to be able to talk about my desires and how to make them happen. Her guidance and firm hand have paved the way to happiness for me. I hope she realizes how treasured my time with her is. She is the best marriage councilor in the world. I cannot wait to  achieve new levels of submission to my wife with her help. YES I am pussywhipped and love it!

A Lucky Boy

The following is a paragraph from a short story that I asked my new house boy to write after having met me. I enjoyed reading it so much that I thought I would share it with everyone. :)

It could be pheromones, it could be that she’s fucking gorgeous, it could be her natural presence of a strong and successful woman who knows what she wants and how to get it or, maybe it’s all of those and more rolled into one irresistible package. What I do know, is the moment Miss Ruby walked into that café I didn’t care one single bit about anyone else seated nearby or around. Usually, I’m always conscious of my surroundings. I scan the people sitting all around me, the people coming and going but fuck them, fuck the waitress, fuck the people walking by on the street, I had Miss Ruby sitting in front of me. She was intoxicating, like in the old movies where the beautiful female singer is strolling down the staircase and singing in some dark and sultry voice, all eyes are on her and everyone wants to be the lucky one. She was dressed sexy, not trashy or underdressed or trying to wear something she wasn’t comfortable in but dressed like she knew what she was doing and was confident about what she was walking around in. She had the most amazing smile which draws you in and makes you want to smile and all encompassed in these beautiful full lips that she has. Lips that make you want to beg for a kiss right then and there even though you know that you don’t deserve that kiss. She was intelligent, knew how to convey her thoughts and actually had thoughts to convey and they all made me think. It’s a real blessing to be with someone who makes you think, even when you don’t want to or about things that you don’t want to. Someone who can stroke your mind is a thousand times more irresistible than someone who can stroke your cock. She had insights into life that made me look at things a different way and had a truly believable caring quality about her. And yes, this was all before we had even ordered food. Miss Ruby was a dominant woman that I wanted to serve. When we did get food, she placed some of hers on a fork and fed it to me, it felt oddly perfect and I took what she offered to me as something sacred, like I was the luckiest boy on the planet to get to have a bite of what was on her plate. I may have been smiling the entire time I first met Miss Ruby.

Who knows, maybe all of you will be lucky enough to read the rest.

Dominatrix Advice; When You Are The Other Woman

Unfortunately, not everyone is as honest as we would hope; Sometimes people lie to their significant others and sometimes that sucks for everyone involved, especially if you aren't actually involved in the issues at hand. As a professional dominatrix, fetishist, submissive, escort, ect and even just as a person in the dating scene you will encounter this issue at one point in time or another. Likely, if you are the person outside of the relationship you will be blamed by one or both parties for any and all issues... And that sucks because unless you actually did something to pry one person away from the other, it isn't your fault. Hell, even if you did it wasn't your choice or your relationship even if you were an influencing factor in the final decision.

Let me highlight that again: Even if you make mistakes, someone else's relationship is not your problem. 

If anyone would know that important piece of information, it would be me; Unfortunately I often have my fingers in other people's business. Literally and figuratively. Sure, you could tell me that I'm a terrible person for allowing other people to cheat on their significant others but it is really not my business. I believe that honesty and openness are the corner stones of a healthy relationship and I encourage people to be honest or end it but at the end of the day it's not my decision, my problem or my life. Occasionally this blows the fuck up in my face. Take yesterday for example:

Yesterday morning I woke up to a slew of angry text messages from the now ex girlfriend of one of my favorite clients that contained the following information:

I am X's girlfriend. I found your number and X told me he bought things for you and that is not okay with me. He and I decided to try to work out our failing relationship and I think that you are the sole problem in it. I don't care if you hang out but he has promised me that he won't ever see you again because he said that you two have an intimate relationship.

Yikes. Where do I even begin with that information? My bitchy side wants to cackle and just point blank say what went on and sit and watch the fireworks that ensue... But that is awful and absolutely inappropriate regardless of the reasons behind it.

So what should you do when confronted by someone else's significant other? Plead the goddamn fifth, give them your condolences for whatever issues they are having and encourage them to talk to their partner (or in this case, ex.) Someone else's relationship is basically none of your business and it is in everyone's best interest to keep it that way. Sure, you could offer advice but if you're at all like me that's the reason you're in the middle of this in the first place. So keep calm, don't get angry (they are undoubtedly trying to provoke you) and carry on.

Worst case scenario you lose a client/friend and two people hate and blame you for issues in their relationship, if you don't engage then you don't have to deal with that anyways and they will go away on their own.

Hopefully, everyone involved can be adults and you can come to an agreement. Ideally, that would be an open policy in the relationship where the person you were seeing continues to see you and is honest about it with their significant other and you even reassure them from time to time. Keep in mind that is a best case scenario and is probably very unlikely. With that said, unless you want to cause arguments and probably get screamed at you should just not be involved with both parties.

If the person you were seeing chooses to continue to see you make sure that it is crystal clear that you will have nothing to do with them if their significant other gets involved with you and that their relationship is not something that you will be a part of. If either party doesn't respect your wishes then you leave. I cannot stress this enough: Keep your boundaries firm and make sure that you don't get roped into this situation anymore than you need to be. It is also wise to make a point of saying that honesty is the best policy and that you would be far more comfortable with everyone being aware and consensually involved in the situation. Beyond that, it's up to you if you're comfortable risking having an angry wife, husband or girlfriend confront you at random (likely with no idea what is actually going on.)

If you have any questions, comments or stories to share about cheating, lying in relationships or extra-relationshipular BDSM/fetish/kink please leave a comment or email me at rubyenraylls@gmail.com

Lesbian Femdom Erotica, Part One

When our eyes first met I knew she would be trouble; She was twisted like I am, improper but hiding it just beneath the surface of herself that she presented to the world. When she spoke her words flowed in a tone that oozed confidence and control but much like how she presented herself, there was another side to that. A side which I as determined to explore simply because she was fighting so hard to conceal it.

Our interactions began benignly enough; A little dirty joke here, an accidental touch there but of course our interactions were bound to escalate. Which they did and quite swiftly at that. One evening when we were innocently enjoying each other's company while working on our own projects I decided to test the waters and see how far she would allow me to push the envelope, our relationship and of course, her.

"Come closer, little girl." I cooed at her from over the ominous glow of my laptop. She paused for a moment and gave me a look that could only mean that she was both insulted and intrigued by the words with which I chose to address her. Yet she inched up off her seat and walked across the room towards me with the little wiggle in her walk that she often used to garner attention, probably unintentionally. I set my laptop aside and patted the couch next to me "Sit." I hissed softly while a smile crept across my face. She looked taken aback by my command but obeyed it anyways. "You realize that I give orders not follow them, right?" She said with a scoff. I replied by widening my smile into a devious sneer and reaching out towards her.

"Excuse me." She exclaimed while grabbing my wrist. "Did you hear me?" I withdrew my hand slowly and answered her question "Of course I did, I chose to ignore your comment and see how you would respond." Her eyes narrowed with suspicion and I knew that the moments following our exchange would either end very well or very very poorly. I sighed and continued to withdraw my hand until she loosened her grip on me and then I struck. In one swift movement I lunged myself forward and she moved to leap up off the couch, which I had hoped for. As her hips broke contact with the plush material of the couch I caught her neck in the crook of my arm and pulled her back towards me. She responded by lashing at me with her dominant hand which I quickly snatched with my free hand and then pinned it behind her back with my free hand while hooking my legs over her hips and across her thighs. She was trapped but laughing.

At first, she fought me; Trying to rip her hand away from me and pry my fingers off but every time she moved or thought she had gotten some ground back, she only got herself into a less optimal position. That was until I gave her an opening to get up which she did, a little awkwardly as if she was expecting, no, hoping for more. "So..." She began, her cheeks a little flushed "That was new." I stood up with her and reached for her again, she did not push me back. "Did you like it?" I whispered into her ear. She nodded and backed away from me, towards the nearest wall, I took the cue and pushed her back against it with a bit of force. When she made contact with the wall she let out a little gasp of enjoyment and turned her head to the side and whimpered softly. I grabbed her wrists and pinned them above her head and slid my knee between her legs to brace myself against the wall. "Oh no, not that.." She whimpered softly and unconvincingly as she pulled her head down, exposing her neck. I again, took her cue and wrapped my hand around her neck, giving it a little squeeze. She responded with a soft moan, I applied more pressure.

"Mmm...!" she cooed with her eyes now closed "... Harder... Please..." I obliged, happily and ran a finger across her collar bones and between her breast with my free hand. She squirmed ever so slightly and puffed her chest out at me, begging me to continue. .....

Progression as a Domina

This evening I filmed some new content during a session with one of my favorite submissives. He's obedient, trusting, always on time, a great conversationalist, respectful yet not timid, he can take what I dish out and I genuinely enjoy his company in and out of session; Our dynamic together is always good and our sessions are always fun. After filming, I started going through what all was on my camera which turned out to be a bunch of sessions I had filmed over the last year or so.

Like most people, over the last year I have grown A LOT and it shows on camera. Everything from how I carry myself to my skill level in session has changed drastically and I would say for the better. Most notably, I have become very skilled at interacting with people and controlling their actions. I have never considered myself to be lacking skill in either of these areas but these days it appears that I effortlessly flow through conversation, banter and play to the point of where it looks utterly effortless. I'm pleased to say that I am quite proud of the way I have been conducting myself, save for a few off days and the confidence shines through which only seems to make me shine brighter.

On a side note, I really should film more; It's a freaking blast!

The Problem with Dominants

I've always been into Primal play: The kind of play where no power exchange dynamic is certain, everything is a battle, the struggle is rough and dirty and sometimes people do actually get hurt. Maybe it's because I get to be both a sadist and a masochist that I love fighting oh so very much.

Wrestling, grappling, submissions, punching, kicking, slapping, grabbing, pulling, head locks, leg locks, arm bars, pins, choke outs, pressure points, scissors, lift and carries... Oh my!

The process of the battle is just so intoxicating; The rush of anxiety at the beginning, the stress of the battle itself, the glory of winning, the embarrassment of losing and the afterglow courtesy of the endorphins racing through my body as a result of intense physical activity. Nothing else quite captures me the same way as a physical power struggle does because nothing else seems to outline both roles so boldly while at the same time leaving them both up for grabs. The dominant party is only the dominant when they are winning or have won and the next second could be completely different; Dominance must be won or earned. Which quite honestly, is a concept I think more people involved in D/s and power exchange should consider or even be aware of.

In many ways I find traditional power exchange (I am the dominant because we've decided this) to be corny and unrealistic. In many situations it isn't an accurate representation of that person, their skills or even the role they identify with. Sometimes the person in the dominant role is just taking direction from the other person because they didn't really want to be in the dominant role or maybe the submissive party has refused to give up control unless it's under this one specific condition.
To give a real world example of a situation where dominance was not correctly placed:

Recently I read a post a man had written about the issues he faced when trying to cut his bottom down from an inverted suspension. It was my understanding that he had three up lines: A gravity boot on each foot and a chest harness. Upon changing the positioning of the gravity boots (from the ends of a spreader bar to the center) a knot had slipped and had tightened down the gravity boot causing the bottom's foot to be pinched uncomfortably. Understandably, the bottom panicked and asked to be let down. Well, no. She commanded her top to cut her down which is exactly what he attempted to do and exactly what he should not have done.
Why should he have not tried to cut her down? First of all it meant he had to leave his bottom, presumably with one of the up lines not secured. Second, literally cutting someone down from an inversion is effectively dropping them on their head although at that point several people had rushed over to help. Thirdly in the time it took him to cut her down he could have had her safely on the ground and resting if he had just untied her. Especially since he had people there to help who could have taken the weight off her foot, held the up lines, ect.
I am in no way trying to advocate for ignoring your bottom; If something is wrong, you need to address it. However, as the dominant person in the scene it is your responsibility to make the best decisions for your bottom and to have the knowledge and know how to prevent emergency situations from occurring and to also have the knowledge and skill to correctly respond to emergency situations. I don't believe that this person had the necessary skills needed to respond safely in this situation; Namely, he lacked the confidence and experience that he needed to correctly assess and respond to this situation.
So what should he have done?
Initially, he should attempted to calm his bottom down to avoid the chaos of a heap of people rushing over and trying to help in a panicked manner. Then he should have just called someone over to help support her and take the weight off the foot that was hurting (or even do that himself )  while he untied her and lowered her to the ground. At most, releasing the up lines should have taken 30 seconds or so. Where as the chaotic attempts to hack her out of the rope took several minutes and several different blades.
Over all, it seems to me that no one who responded to this situation was thinking of anything besides the distress of the bottom which can be a dangerous thing when the top's ability to assess a situation can make the difference between a safe bottom and one with a cracked skull.

Obviously, not all incidents involving traditional power exchange are corny (sometimes they can even be hot) and not all dominants are unable to maintain control in a scene/are faking control  but I have witnessed enough train wrecks in human interactions to notice a general theme; Implied or predetermined D/s or power exchange with no basis for testing and defining limits will end horribly. What exactly does that mean, you ask? Simply that in order to have power or control over a person you must earn it and you must be responsible for the control you take.

But I'm the DOMINANT! That means I make the rules and call the shots!

Sure, you're making the decisions and that's kind of a given but why should anyone listen to what you're saying? What have you honestly done to earn submission from someone? Are you qualified to be in control in this situation? What if it goes horribly wrong? Have you earned your submissive's trust? If not, why not and why are they willing to submit to you? Most importantly of all, why do you want to be in control and why do you think you deserve it?
My point of all these questions being that you need to check yourself constantly when it comes to power exchange. If the people involved in most of the train wrecks I mentioned earlier had done something to check themselves and their skills in an honest way, the issues could have been prevented.
Whether it be planning for emergencies, testing your submissive's respect for you with protocol or having an honest chat with someone whose opinion you trust about your skills, earning the right to be dominant is an aspect so often over looked.

So next time when you go to assert your dominance or top a scene, really ask yourself this: Is my submissive's trust in me well placed?